1.0 2016-09-30 23:43:50 UTC 2020-05-21 16:26:50 UTC BMDB0007760 BMDB07760 DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0), also known as DAG(22:5/24:0) or dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0), belongs to the class of organic compounds known as 1,2-dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0)s. These are dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be biosynthesized from PA(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) and tetracosanoyl-CoA can be converted into TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:0) through the action of the enzyme dg(22:5(7z,10z,13z,16z,19z)/24:0/0:0) O-acyltransferase. Furthermore, CDP-Ethanolamine and DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be converted into cytidine monophosphate and PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) can be biosynthesized from PA(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) through its interaction with the enzyme phosphatidate phosphatase. In cattle, DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:0) pathway, phosphatidylethanolamine biosynthesis pe(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) pathway, and de novo triacylglycerol biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:1(15Z)) pathway. DAG(22:5/24:0) DG(22:5/24:0) Diacylglycerol(46:5) Diacylglycerol(22:5/24:0) 1-Docosapentaenoyl-2-lignoceroyl-sn-glycerol DAG(46:5) Diacylglycerol DG(46:5) 1-(7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-2-tetracosanoyl-sn-glycerol Diglyceride DG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/0:0) C49H86O5 755.2041 754.647525862 (2S)-1-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-3-hydroxypropan-2-yl tetracosanoate diacylglycerol [H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC InChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,25,27,31,33,47,50H,3-5,7,9-11,13,15-17,19,21-24,26,28-30,32,34-46H2,1-2H3/b8-6-,14-12-,20-18-,27-25-,33-31-/t47-/m0/s1 ZTWOXJGICXGWGT-FHBCSQKDSA-N belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Organic compounds Lipids and lipid-like molecules Glycerolipids Diradylglycerols 1,2-diacylglycerols Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Primary alcohols 1,2-acyl-sn-glycerol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds Solid logp 10.77 ALOGPS logs -7.88 ALOGPS logp 16.42 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-3-hydroxypropan-2-yl tetracosanoate ChemAxon average_mass 755.2041 ChemAxon mono_mass 754.647525862 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC ChemAxon formula C49H86O5 ChemAxon inchi InChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,25,27,31,33,47,50H,3-5,7,9-11,13,15-17,19,21-24,26,28-30,32,34-46H2,1-2H3/b8-6-,14-12-,20-18-,27-25-,33-31-/t47-/m0/s1 ChemAxon inchikey ZTWOXJGICXGWGT-FHBCSQKDSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 237.7 ChemAxon polarizability 98.8 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon De Novo Triacylglycerol Biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:0) SMP0077138 De Novo Triacylglycerol Biosynthesis TG(22:5(7Z,10Z,13Z,16Z,19Z)/24:0/24:1(15Z)) SMP0077139 Phosphatidylcholine Biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) SMP0080858 Phosphatidylethanolamine Biosynthesis PE(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) SMP0082666 Specdb::CMs 780108 Specdb::CMs 780109 Specdb::MsMs 619387 Specdb::MsMs 619388 Specdb::MsMs 619389 Specdb::MsMs 2499830 Specdb::MsMs 2499831 Specdb::MsMs 2499832 Specdb::MsMs 2648682 Specdb::MsMs 2648683 Specdb::MsMs 2648684 Specdb::MsMs 2813585 Specdb::MsMs 2813586 Specdb::MsMs 2813587 Specdb::MsMs 2891481 Specdb::MsMs 2891482 Specdb::MsMs 2891483 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 53478511 FDB024953 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme